Description

(2S,4R)-Fmoc-4-(4-Bromobenzyl)-Pyrrolidine-2-Carboxylic Acid is a sophisticated, non-natural amino acid derivative featuring a stereochemically defined pyrrolidine scaffold. This compound is a critical building block in modern pharmaceutical research, particularly for the solid-phase synthesis of peptide-based drug candidates and peptidomimetics. Its primary value lies in enabling the precise construction of complex molecular architectures with defined three-dimensional structures, which is essential for developing therapeutics targeting proteases, GPCRs, and other biological interfaces. Researchers and process chemists in medicinal chemistry, peptide synthesis, and bioconjugation rely on this high-purity intermediate to accelerate drug discovery and development pipelines.

Application

• Peptide Drug Discovery: Serves as a key constrained amino acid residue for introducing structural rigidity and specific pharmacophores into novel therapeutic peptides.
• Solid-Phase Peptide Synthesis (SPPS): Used as an Fmoc-protected building block for the automated synthesis of complex peptide sequences, where its bromobenzyl side chain offers a handle for further functionalization.
• Peptidomimetic Design: Integral for creating stable, drug-like molecules that mimic the structure and function of natural peptides, improving metabolic stability and bioavailability.
• Chemical Biology Probes: Employed in the synthesis of labeled or tagged peptides for studying protein-protein interactions, enzyme mechanisms, and cellular pathways.
• Pharmaceutical Intermediate: Acts as a chiral precursor in the multi-step synthesis of more complex active pharmaceutical ingredients (APIs) targeting neurological and oncological disorders.
• Library Synthesis: A valuable component for generating focused combinatorial libraries to screen for new biological activity in high-throughput assays.

Basic Information

Product Name	(2S,4R)-Fmoc-4-(4-Bromobenzyl)-Pyrrolidine-2-Carboxylic Acid
CAS No.	959580-40-6
Molecular Formula	C28H26BrNO4
Molecular Weight	520.42 g/mol
Synonyms	Fmoc-(2S,4R)-4-(4-Bromobenzyl)pyrrolidine-2-carboxylic acid; (2S,4R)-N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-[(4-bromophenyl)methyl]-2-pyrrolidinecarboxylic acid; (2S,4R)-1-Fmoc-4-(4-bromobenzyl)pyrrolidine-2-carboxylic acid; Fmoc-4-(4-Br-Bzl)-Pro-OH (stereospecific); (2S,4R)-Fmoc-4-(p-Bromobenzyl)proline; N-α-Fmoc-4-((4-bromophenyl)methyl)-(2S,4R)-proline; A constrained, Fmoc-protected bromobenzyl-proline derivative
EINECS	Contact for details

Quality Control

Every batch of (2S,4R)-Fmoc-4-(4-Bromobenzyl)-Pyrrolidine-2-Carboxylic Acid is manufactured under strict quality management systems. Our products undergo rigorous analytical testing, including chiral HPLC and NMR, to ensure exceptional chemical purity, correct stereochemistry, and batch-to-batch consistency suitable for sensitive pharmaceutical research. Certificates of Analysis (COA) detailing identity, purity (typically ≥95% by HPLC), and impurity profiles are provided and available upon request, supporting compliance with internal quality standards for advanced intermediates.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This material is hygroscopic (moisture-sensitive); therefore, containers must be kept tightly sealed in a dry environment to prevent degradation. For long-term storage, consider desiccants or an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% de
Water Content (KF)	≤ 1.0%
Heavy Metals	< 20 ppm
Residual Solvents (GC)	Complies with ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.